GEMCITABINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1996)
Entry Type: Small molecule
Molecule Category: Parent Prodrug
ATC: L01BC05
UNII: B76N6SBZ8R

Structure
InChI Key SDUQYLNIPVEERB-QPPQHZFASA-N
Smile Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)C2(F)F)c(=O)n1
InChI
InChI=1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C9H11F2N3O4
Molecular Weight 263.2
AlogP -1.29
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 2.0
Polar Surface Area 110.6
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 18.0

Pharmacology

Primary Target
ribonucleotide reductase catalytic subunit M1
ribonucleotide reductase regulatory subunit M2
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC28 and SLC29 families of nucleoside transporters SLC29 Facilitative nucleoside transporter family
- 190 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Neoplasms 4 D009369 ClinicalTrials
Sarcoma 3 D012509 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Carcinoma, Hepatocellular 3 D006528 ClinicalTrials
Biliary Tract Neoplasms 3 D001661 ClinicalTrials
Lymphoma, T-Cell, Peripheral 3 D016411 ClinicalTrials
Triple Negative Breast Neoplasms 3 D064726 ClinicalTrials
Urinary Bladder Neoplasms 3 D001749 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Lymphoma, T-Cell, Peripheral 3 D016411 ClinicalTrials
Immunoblastic Lymphadenopathy 3 D007119 ClinicalTrials
Neoplasm Metastasis 3 D009362 ClinicalTrials
Hepatoblastoma 3 D018197 ClinicalTrials
Lung Neoplasms 3 D008175 ClinicalTrials
Urinary Bladder Neoplasms 3 D001749 ClinicalTrials
Granuloma, Lethal Midline 3 D006103 ClinicalTrials
Peritoneal Neoplasms 3 D010534 ClinicalTrials
Lymphoma 3 D008223 ClinicalTrials
Fallopian Tube Neoplasms 3 D005185 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 3 D016403 ClinicalTrials
Uterine Cervical Neoplasms 3 D002583 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Biliary Tract Neoplasms 3 D001661 ClinicalTrials
Cholangiocarcinoma 3 D018281 ClinicalTrials
Gallbladder Neoplasms 3 D005706 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Urinary Bladder Neoplasms 3 D001749 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Lung Neoplasms 3 D008175 ClinicalTrials
Mesothelioma 3 D008654 ClinicalTrials
Sarcoma 3 D012509 ClinicalTrials
Carcinoma, Squamous Cell 3 D002294 ClinicalTrials
Carcinoma, Squamous Cell 3 D002294 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Mesothelioma 3 D008654 ClinicalTrials
Urinary Bladder Neoplasms 3 D001749 ClinicalTrials
Carcinoma, Squamous Cell 3 D002294 ClinicalTrials
Carcinoma, Pancreatic Ductal 3 D021441 ClinicalTrials
Pancreatic Neoplasms 3 D010190 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Urogenital Neoplasms 3 D014565 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Nasopharyngeal Neoplasms 3 D009303 ClinicalTrials
Gallbladder Neoplasms 3 D005706 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 3 D002289 ClinicalTrials
Lymphoma, Non-Hodgkin 3 D008228 ClinicalTrials
Pancreatic Neoplasms 3 D010190 ClinicalTrials
Fallopian Tube Neoplasms 3 D005185 ClinicalTrials
Uterine Cervical Neoplasms 3 D002583 ClinicalTrials
Peritoneal Neoplasms 3 D010534 ClinicalTrials
Carcinoma 3 D002277 ClinicalTrials
Gallbladder Neoplasms 3 D005706 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Cholangiocarcinoma 3 D018281 ClinicalTrials
Osteosarcoma 2 D012516 ClinicalTrials
Colorectal Neoplasms 2 D015179 ClinicalTrials
Small Cell Lung Carcinoma 2 D055752 ClinicalTrials
Adenocarcinoma 2 D000230 ClinicalTrials
Hodgkin Disease 2 D006689 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 2 D054198 ClinicalTrials
Colorectal Neoplasms 2 D015179 ClinicalTrials
Neoplasms, Germ Cell and Embryonal 2 D009373 ClinicalTrials
Leiomyosarcoma 2 D007890 ClinicalTrials
Osteosarcoma 2 D012516 ClinicalTrials
Carcinoma, Renal Cell 2 D002292 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Multiple Myeloma 2 D009101 ClinicalTrials
Medulloblastoma 2 D008527 ClinicalTrials
Lymphoma, Large-Cell, Anaplastic 2 D017728 ClinicalTrials
Carcinoma, Large Cell 2 D018287 ClinicalTrials
Testicular Neoplasms 2 D013736 ClinicalTrials
Head and Neck Neoplasms 2 D006258 ClinicalTrials
Rectal Neoplasms 2 D012004 ClinicalTrials
Lymphoma, Mantle-Cell 2 D020522 ClinicalTrials
Colorectal Neoplasms 2 D015179 ClinicalTrials
Gastrointestinal Stromal Tumors 2 D046152 ClinicalTrials
Adenocarcinoma of Lung 2 D000077192 ClinicalTrials
Anxiety 2 D001007 ClinicalTrials
Biliary Tract Diseases 2 D001660 ClinicalTrials
Digestive System Diseases 2 D004066 ClinicalTrials
Thyroid Neoplasms 2 D013964 ClinicalTrials
Liver Neoplasms 2 D008113 ClinicalTrials
Urethral Neoplasms 2 D014523 ClinicalTrials
Esophageal Neoplasms 2 D004938 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Hodgkin Disease 2 D006689 ClinicalTrials
Endometrial Neoplasms 2 D016889 ClinicalTrials
Lymphoma, T-Cell 2 D016399 ClinicalTrials
Leukemia-Lymphoma, Adult T-Cell 2 D015459 ClinicalTrials
Colonic Neoplasms 2 D003110 ClinicalTrials
Kidney Neoplasms 2 D007680 ClinicalTrials
Sarcoma, Synovial 1 D013584 ClinicalTrials
Stomach Neoplasms 1 D013274 ClinicalTrials
Brain Neoplasms 1 D001932 ClinicalTrials
Leukemia 1 D007938 ClinicalTrials
Bile Duct Neoplasms 1 D001650 ClinicalTrials
Lymphoma, T-Cell, Cutaneous 1 D016410 ClinicalTrials
Diffuse Intrinsic Pontine Glioma 0 D000080443 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Side Effects from Label

Side effects Relative Frequency (%) Labels
Blood and lymphatic system disorders Leukopenia 93.0
Skin and subcutaneous tissue disorders Alopecia 92.0
Skin and subcutaneous tissue disorders Alopecia 89.0
Blood and lymphatic system disorders Neutropenia 89.0
Gastrointestinal disorders Nausea 87.0
Blood and lymphatic system disorders Anaemia 86.0
Gastrointestinal disorders Nausea 86.0
Gastrointestinal disorders Vomiting 86.0
Blood and lymphatic system disorders Anaemia 75.0
Blood and lymphatic system disorders Anaemia 73.0
Gastrointestinal disorders Nausea 71.0
Gastrointestinal disorders Vomiting 71.0
Blood and lymphatic system disorders Leukopenia 70.0
Gastrointestinal disorders Nausea 69.0
Gastrointestinal disorders Vomiting 69.0
Investigations Alanine aminotransferase increased 68.0
Blood and lymphatic system disorders Anaemia 68.0
Blood and lymphatic system disorders Anaemia 67.0
Investigations Aspartate aminotransferase increased 67.0
Gastrointestinal disorders Stomatitis 66.0
Blood and lymphatic system disorders Neutropenia 65.0
Blood and lymphatic system disorders Leukopenia 64.0
Blood and lymphatic system disorders Neutropenia 63.0
Blood and lymphatic system disorders Leukopenia 62.0
Skin and subcutaneous tissue disorders Alopecia 61.0
Gastrointestinal disorders Nausea 61.0
Blood and lymphatic system disorders Neutropenia 61.0
Nervous system disorders Neuropathy peripheral 58.0
Blood and lymphatic system disorders Neutropenia 58.0
Blood and lymphatic system disorders Thrombocytopenia 57.0
Blood and lymphatic system disorders Neutropenia 56.0
Investigations Blood alkaline phosphatase increased 55.0
Skin and subcutaneous tissue disorders Alopecia 54.0
Skin and subcutaneous tissue disorders Alopecia 51.0
Blood and lymphatic system disorders Anaemia 51.0
Blood and lymphatic system disorders Lymphopenia 51.0
Blood and lymphatic system disorders Leukopenia 48.0
Infections and infestations Infection 47.0
Blood and lymphatic system disorders Leukopenia 46.0
Blood and lymphatic system disorders Thrombocytopenia 46.0
Renal and urinary disorders Proteinuria 45.0
Investigations Protein urine present 45.0
Blood and lymphatic system disorders Neutropenia 42.0
Investigations Body temperature increased 41.0
Gastrointestinal disorders Constipation 39.0
Blood and lymphatic system disorders Thrombocytopenia 39.0
Investigations Body temperature increased 38.0
Gastrointestinal disorders Constipation 38.0
Gastrointestinal disorders Constipation 37.0
Blood and lymphatic system disorders Leukopenia 36.0
Blood and lymphatic system disorders Neutropenia 36.0
Blood and lymphatic system disorders Thrombocytopenia 36.0
Gastrointestinal disorders Vomiting 36.0
Renal and urinary disorders Haematuria 35.0
Blood and lymphatic system disorders Leukopenia 35.0
Gastrointestinal disorders Nausea 35.0
Blood and lymphatic system disorders Neutropenia 35.0
Gastrointestinal disorders Vomiting 35.0
Gastrointestinal disorders Diarrhoea 34.0
Skin and subcutaneous tissue disorders Alopecia 33.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 33.0
Musculoskeletal and connective tissue disorders Myalgia 33.0
General disorders and administration site conditions Asthenia 32.0
General disorders and administration site conditions Fatigue 32.0
Renal and urinary disorders Proteinuria 32.0
Investigations Protein urine present 32.0
Investigations Blood creatinine increased 31.0
Gastrointestinal disorders Nausea 31.0
Blood and lymphatic system disorders Neutropenia 31.0
Investigations Body temperature increased 30.0
Skin and subcutaneous tissue disorders Dermatitis 30.0
Gastrointestinal disorders Diarrhoea 30.0
Skin and subcutaneous tissue disorders Rash 30.0
Nervous system disorders Somnolence 30.0
Blood and lymphatic system disorders Thrombocytopenia 30.0
Blood and lymphatic system disorders Neutropenia 29.0
General disorders and administration site conditions Asthenia 28.0
Skin and subcutaneous tissue disorders Dermatitis 28.0
Cardiac disorders Dyspnoea 28.0
General disorders and administration site conditions Fatigue 28.0
Blood and lymphatic system disorders Neutropenia 28.0
Skin and subcutaneous tissue disorders Rash 28.0
Nervous system disorders Neuropathy peripheral 27.0
Blood and lymphatic system disorders Leukopenia 26.0
Nervous system disorders Paraesthesia 26.0
Blood and lymphatic system disorders Leukopenia 25.0
Gastrointestinal disorders Nausea 25.0
Nervous system disorders Paraesthesia 25.0
Blood and lymphatic system disorders Thrombocytopenia 25.0
Gastrointestinal disorders Diarrhoea 24.0
Infections and infestations Infection 24.0
Blood and lymphatic system disorders Thrombocytopenia 24.0
Skin and subcutaneous tissue disorders Dermatitis 23.0
Cardiac disorders Dyspnoea 23.0
Renal and urinary disorders Haematuria 23.0
Investigations Haemoglobin 23.0
Vascular disorders Haemorrhage 23.0
Endocrine disorders Hyperglycaemia 23.0
Skin and subcutaneous tissue disorders Rash 23.0
Blood and lymphatic system disorders Anaemia 22.0
Musculoskeletal and connective tissue disorders Arthralgia 22.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 22.0
Blood and lymphatic system disorders Neutropenia 22.0
Investigations Body temperature increased 21.0
Cardiac disorders Dyspnoea 21.0
Renal and urinary disorders Haematuria 21.0
Gastrointestinal disorders Nausea 20.0
Blood and lymphatic system disorders Neutropenia 20.0
Cardiac disorders Oedema peripheral 20.0
Gastrointestinal disorders Stomatitis 20.0
Skin and subcutaneous tissue disorders Alopecia 19.0
Gastrointestinal disorders Diarrhoea 19.0
General disorders and administration site conditions Discomfort 19.0
General disorders and administration site conditions Feeling abnormal 19.0
General disorders and administration site conditions Ill-defined disorder 19.0
General disorders and administration site conditions Malaise 19.0
Gastrointestinal disorders Nausea 19.0
Blood and lymphatic system disorders Neutropenia 19.0
Gastrointestinal disorders Vomiting 19.0
Blood and lymphatic system disorders Leukopenia 18.0
Renal and urinary disorders Proteinuria 18.0
Investigations Protein urine present 18.0
Gastrointestinal disorders Stomatitis 18.0
Skin and subcutaneous tissue disorders Alopecia 17.0
Investigations Haemoglobin 17.0
Vascular disorders Haemorrhage 17.0
Metabolism and nutrition disorders Hypomagnesaemia 17.0
Blood and lymphatic system disorders Neutropenia 17.0
Nervous system disorders Somnolence 17.0
Skin and subcutaneous tissue disorders Alopecia 16.0
Blood and lymphatic system disorders Anaemia 16.0
Investigations Blood urea increased 16.0
Skin and subcutaneous tissue disorders Dermatitis 16.0
Infections and infestations Infection 16.0
Skin and subcutaneous tissue disorders Rash 16.0
Blood and lymphatic system disorders Thrombocytopenia 16.0
Skin and subcutaneous tissue disorders Alopecia 15.0
Investigations Haemoglobin 15.0
Vascular disorders Haemorrhage 15.0
Gastrointestinal disorders Vomiting 15.0
Skin and subcutaneous tissue disorders Alopecia 14.0
Gastrointestinal disorders Diarrhoea 14.0
Renal and urinary disorders Proteinuria 14.0
Investigations Protein urine present 14.0
Skin and subcutaneous tissue disorders Alopecia 13.0
Blood and lymphatic system disorders Anaemia 13.0
Investigations Blood alkaline phosphatase increased 13.0
General disorders and administration site conditions Decreased appetite 13.0
Gastrointestinal disorders Diarrhoea 13.0
Renal and urinary disorders Haematuria 13.0
Blood and lymphatic system disorders Hyperbilirubinaemia 13.0
Gastrointestinal disorders Nausea 13.0
General disorders and administration site conditions Oedema 13.0
Gastrointestinal disorders Pharyngitis 13.0
Gastrointestinal disorders Stomatitis 13.0
Blood and lymphatic system disorders Thrombocytopenia 13.0
Gastrointestinal disorders Vomiting 13.0
General disorders and administration site conditions Decreased appetite 12.0
Infections and infestations Infection 12.0
Blood and lymphatic system disorders Leukopenia 12.0
Blood and lymphatic system disorders Lymphopenia 12.0
Gastrointestinal disorders Vomiting 12.0
Skin and subcutaneous tissue disorders Alopecia 11.0
Cardiac disorders Dyspnoea 11.0
Blood and lymphatic system disorders Leukopenia 11.0
Blood and lymphatic system disorders Neutropenia 11.0
Nervous system disorders Somnolence 11.0
Gastrointestinal disorders Stomatitis 11.0
Gastrointestinal disorders Vomiting 11.0
Cardiac disorders Dyspnoea 10.0
Infections and infestations Infection 10.0
Blood and lymphatic system disorders Leukopenia 10.0
Gastrointestinal disorders Nausea 10.0
Nervous system disorders Neuropathy peripheral 10.0
Nervous system disorders Paraesthesia 10.0
Gastrointestinal disorders Stomatitis 10.0
Blood and lymphatic system disorders Thrombocytopenia 10.0
Investigations Transaminases increased 10.0
Gastrointestinal disorders Vomiting 10.0
Blood and lymphatic system disorders Anaemia 9.0
Blood and lymphatic system disorders Leukopenia 9.0
Gastrointestinal disorders Vomiting 9.0
Infections and infestations Infection 8.7
Investigations Alanine aminotransferase increased 8.0
Blood and lymphatic system disorders Anaemia 8.0
Investigations Blood creatinine increased 8.0
Gastrointestinal disorders Diarrhoea 8.0
Infections and infestations Infection 8.0
Blood and lymphatic system disorders Leukopenia 8.0
Gastrointestinal disorders Pharyngitis 8.0
Gastrointestinal disorders Stomatitis 8.0
Blood and lymphatic system disorders Thrombocytopenia 8.0
Blood and lymphatic system disorders Anaemia 7.0
Investigations Blood alkaline phosphatase increased 7.0
Nervous system disorders Headache 7.0
Metabolism and nutrition disorders Hypocalcaemia 7.0
Vascular disorders Hypotension 7.0
Blood and lymphatic system disorders Leukopenia 7.0
Gastrointestinal disorders Nausea 7.0
Blood and lymphatic system disorders Neutropenia 7.0
Blood and lymphatic system disorders Thrombocytopenia 7.0
Gastrointestinal disorders Vomiting 7.0
Investigations Alanine aminotransferase increased 6.0
Blood and lymphatic system disorders Anaemia 6.0
Investigations Aspartate aminotransferase increased 6.0
General disorders and administration site conditions Asthenia 6.0
Gastrointestinal disorders Constipation 6.0
General disorders and administration site conditions Fatigue 6.0
Blood and lymphatic system disorders Leukopenia 6.0
Gastrointestinal disorders Nausea 6.0
Blood and lymphatic system disorders Neutropenia 6.0
Gastrointestinal disorders Vomiting 6.0
Investigations Aspartate aminotransferase increased 5.0
General disorders and administration site conditions Asthenia 5.0
Investigations Body temperature increased 5.0
Skin and subcutaneous tissue disorders Dermatitis 5.0
General disorders and administration site conditions Fatigue 5.0
Blood and lymphatic system disorders Febrile neutropenia 5.0
Infections and infestations Infection 5.0
Blood and lymphatic system disorders Leukopenia 5.0
Blood and lymphatic system disorders Lymphopenia 5.0
Nervous system disorders Neuropathy peripheral 5.0
Skin and subcutaneous tissue disorders Rash 5.0
Skin and subcutaneous tissue disorders Skin exfoliation 5.0
Gastrointestinal disorders Stomatitis 5.0
Blood and lymphatic system disorders Thrombocytopenia 5.0
Skin and subcutaneous tissue disorders Alopecia 4.0
Cardiac disorders Dyspnoea 4.0
Investigations Haemoglobin 4.0
Vascular disorders Haemorrhage 4.0
Endocrine disorders Hyperglycaemia 4.0
Metabolism and nutrition disorders Hypomagnesaemia 4.0
General disorders and administration site conditions Injection site reaction 4.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.0
Musculoskeletal and connective tissue disorders Myalgia 4.0
Gastrointestinal disorders Nausea 4.0
Blood and lymphatic system disorders Neutropenia 4.0
Gastrointestinal disorders Stomatitis 4.0
Blood and lymphatic system disorders Thrombocytopenia 4.0
Gastrointestinal disorders Vomiting 4.0
Skin and subcutaneous tissue disorders Alopecia 3.0
Blood and lymphatic system disorders Anaemia 3.0
Musculoskeletal and connective tissue disorders Arthralgia 3.0
General disorders and administration site conditions Asthenia 3.0
Investigations Body temperature increased 3.0
Gastrointestinal disorders Constipation 3.0
Skin and subcutaneous tissue disorders Dermatitis 3.0
Gastrointestinal disorders Diarrhoea 3.0
Cardiac disorders Dyspnoea 3.0
General disorders and administration site conditions Fatigue 3.0
Investigations Haemoglobin 3.0
Vascular disorders Haemorrhage 3.0
Endocrine disorders Hyperglycaemia 3.0
Metabolism and nutrition disorders Hypomagnesaemia 3.0
Infections and infestations Infection 3.0
Blood and lymphatic system disorders Leukopenia 3.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.0
Musculoskeletal and connective tissue disorders Myalgia 3.0
Gastrointestinal disorders Nausea 3.0
Nervous system disorders Neuropathy peripheral 3.0
Blood and lymphatic system disorders Neutropenia 3.0
Skin and subcutaneous tissue disorders Rash 3.0
Nervous system disorders Somnolence 3.0
Blood and lymphatic system disorders Thrombocytopenia 3.0
Investigations Alanine aminotransferase increased 2.0
Blood and lymphatic system disorders Anaemia 2.0
Musculoskeletal and connective tissue disorders Arthralgia 2.0
Investigations Aspartate aminotransferase increased 2.0
Investigations Blood alkaline phosphatase increased 2.0
Investigations Blood creatinine increased 2.0
Investigations Body temperature increased 2.0
Immune system disorders Bronchospasm 2.0
Gastrointestinal disorders Constipation 2.0
Gastrointestinal disorders Diarrhoea 2.0
Cardiac disorders Dyspnoea 2.0
Blood and lymphatic system disorders Febrile neutropenia 2.0
Renal and urinary disorders Haematuria 2.0
Investigations Haemoglobin 2.0
Vascular disorders Haemorrhage 2.0
Blood and lymphatic system disorders Hyperbilirubinaemia 2.0
Metabolism and nutrition disorders Hypocalcaemia 2.0
Metabolism and nutrition disorders Hypomagnesaemia 2.0
Infections and infestations Infection 2.0
Blood and lymphatic system disorders Leukopenia 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.0
Gastrointestinal disorders Nausea 2.0
Nervous system disorders Neuropathy peripheral 2.0
Nervous system disorders Paraesthesia 2.0
Nervous system disorders Somnolence 2.0
Gastrointestinal disorders Stomatitis 2.0
Gastrointestinal disorders Vomiting 2.0
Gastrointestinal disorders Diarrhoea 1.9
General disorders and administration site conditions Asthenia 1.2
General disorders and administration site conditions Fatigue 1.2
Blood and lymphatic system disorders Febrile neutropenia 1.2
Investigations Alanine aminotransferase increased 1.0
Skin and subcutaneous tissue disorders Alopecia 1.0
Blood and lymphatic system disorders Anaemia 1.0
Musculoskeletal and connective tissue disorders Arthralgia 1.0
Investigations Aspartate aminotransferase increased 1.0
General disorders and administration site conditions Asthenia 1.0
Investigations Blood creatinine increased 1.0
Investigations Body temperature increased 1.0
Gastrointestinal disorders Constipation 1.0
General disorders and administration site conditions Decreased appetite 1.0
Skin and subcutaneous tissue disorders Dermatitis 1.0
Gastrointestinal disorders Diarrhoea 1.0
Cardiac disorders Dyspnoea 1.0
General disorders and administration site conditions Face oedema 1.0
General disorders and administration site conditions Fatigue 1.0
Blood and lymphatic system disorders Febrile neutropenia 1.0
Metabolism and nutrition disorders Fluid retention 1.0
General disorders and administration site conditions Generalised oedema 1.0
Renal and urinary disorders Haematuria 1.0
Investigations Haemoglobin 1.0
Vascular disorders Haemorrhage 1.0
Blood and lymphatic system disorders Hyperbilirubinaemia 1.0
Metabolism and nutrition disorders Hypocalcaemia 1.0
Vascular disorders Hypotension 1.0
Infections and infestations Infection 1.0
Blood and lymphatic system disorders Leukopenia 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.0
Musculoskeletal and connective tissue disorders Myalgia 1.0
Gastrointestinal disorders Nausea 1.0
Nervous system disorders Neuropathy peripheral 1.0
Blood and lymphatic system disorders Neutropenia 1.0
General disorders and administration site conditions Pain 1.0
Nervous system disorders Paraesthesia 1.0
Gastrointestinal disorders Pharyngitis 1.0
Renal and urinary disorders Proteinuria 1.0
Investigations Protein urine present 1.0
Skin and subcutaneous tissue disorders Rash 1.0
Infections and infestations Sepsis 1.0
Skin and subcutaneous tissue disorders Skin exfoliation 1.0
Nervous system disorders Somnolence 1.0
Gastrointestinal disorders Stomatitis 1.0
Blood and lymphatic system disorders Thrombocytopenia 1.0
Investigations Transaminases increased 1.0
Gastrointestinal disorders Vomiting 1.0
General disorders and administration site conditions Asthenia 0.4
General disorders and administration site conditions Fatigue 0.4
Blood and lymphatic system disorders Haemolytic uraemic syndrome 0.3

Cross References

Resources Reference
CAS NUMBER 95058-81-4
ChEBI 175901
ChEMBL CHEMBL888
DrugBank DB00441
DrugCentral 1283
EPA CompTox DTXSID3040487
FDA SRS B76N6SBZ8R
Human Metabolome Database HMDB0014584
Guide to Pharmacology 4793
KEGG C07650
PDB GEO
PharmGKB PA449748
PubChem 60750
SureChEMBL SCHEMBL4295
ZINC ZINC000018279854
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